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C15605

Sigma-Aldrich

4,4′-Dithiodibutyric acid

95%

Synonym(s):

3-Carboxypropyl disulfide, Di(4-carboxybutyl) disulfide

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About This Item

Linear Formula:
[-S(CH2)3CO2H]2
CAS Number:
2906-60-7
Molecular Weight:
238.32
EC Number:
220-818-3
MDL number:
MFCD00004406
UNSPSC Code:
12352100
PubChem Substance ID:
24892423
NACRES:
NA.22

Assay

95%

form

solid

mp

108-110 °C (lit.)

SMILES string

OC(=O)CCCSSCCCC(O)=O

InChI

1S/C8H14O4S2/c9-7(10)3-1-5-13-14-6-2-4-8(11)12/h1-6H2,(H,9,10)(H,11,12)

InChI key

YYSCJLLOWOUSHH-UHFFFAOYSA-N

General description

4,4′-Dithiodibutyric acid is an organic sulfur compound, primarily used as a cross-linking agent in the synthesis of polymers and materials.

Application

4,4′-Dithiodibutyric acid can be used as:
  • A precursor to produce novel polythioester (PTE).
  • A reactant in the production of chemically crosslinked epoxidized natural rubber.
  • An alternative monolayer for protein chips.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Genome and proteome analysis of Rhodococcus erythropolis MI2: Elucidation of the 4, 4-dithiodibutyric acid catabolism
Khairy, et al.
PLoS ONE, 11, e0167539-e0167539 (2016)
Development and characterization of 4, 4?-dithiodibutyric acid as a monolayer for protein chip
Jang, et al.
Sensors and Materials, 18, 367-380 (2006)
Biodegradation of the organic disulfide 4, 4?-dithiodibutyric acid by Rhodococcus spp
Khairy, et al.
Applied and Environmental Microbiology, 81, 8294-8306 (2015)
A Silvestri et al.
Nanoscale, 9(38), 14730-14739 (2017-09-28)
In the biomedical applications of nanoparticles (NPs), the proper choice of surface chemistry is a crucial aspect in their design. The nature of the coating can heavily impact the interaction of NPs with biomolecules, affect the state of aggregation, and

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